Tucked against hundreds of acres of protected forest, this beautifully preserved late 1700s Berkshire homestead offers a rare blend of historic New England character, thoughtful modern upgrades, and direct access to the outdoors. Rich in period detail, the home showcases authentic craftsmanship, including hand-hewn beams, wooden pegs, and square nails, timeless elements seldom found beyond true historic farmhouses. Beneath it all, a fieldstone foundation with an insulated rim joist has been professionally sealed, while recent improvements such as a fully insulated roof and comprehensive air sealing enhance comfort and efficiency throughout.

A charcoal board-and-batten house on a wooded knoll in Sandisfield, two acres, nearly finished. Dark hardwood floors, a kitchen with butcher block and quartz, a navy vanity with marble and brass, a teal pendant over a wood-topped island. A bedroom, a finished loft, a full basement the same footprint as the house. The septic design is permitted for three bedrooms and the leach field installation is the primary remaining item before a Certificate of Occupancy, though buyers should satisfy themselves as to what else may be required. The price reflects where things stand. Own land in the Berkshires, twenty minutes from Great Barrington, for a number that actually makes sense. Read the whole story.

Enjoy easy living at the beautiful Greylock Village. This bright and beautifully maintained 3-bedroom, 2-bath condominium offers a thoughtfully designed floor plan with abundant natural light throughout. The main living area features a wood burning fireplace and cathedral ceilings which create an open and inviting space perfect for everyday living and entertaining. The living room opens through a sliding glass door to a private rear deck, providing a peaceful spot to relax and enjoy the surroundings. A first-floor bedroom and full bath offer flexibility and convenience for guests, one-level living, or a home office.This move-in-ready home has been well cared for and thoughtfully updated, including replacement windows, added roof insulation, new flooring and a 4 year old furnace.

Beach days, porch evenings and Tanglewood concerts make this the perfect three-season Berkshire cottage. Vaulted ceilings and a fieldstone fireplace anchor the living room, while two bedrooms and a versatile loft provide comfortable space for family and friends. The screened in-porch extends the living space for long summer afternoons and evenings, while the dining room is filled with windows that bring nature inside. Set in the welcoming community of Mahkeenac Heights, this cottage is just a short walk to the town beach at Stockbridge Bowl and close to the Berkshires' many cultural attractions. A wonderful retreat for enjoying all the Berkshires have to offer!

Bright, fresh and fabulous, this hip, rustic getaway is perched on a hill with forest and pond views. Open living-dining-kitchen, wonderful screened porch, two bedrooms and a bath on the first floor. Upstairs, an airy loft features plenty of windows and cathedral ceiling. Many improvements include updated electric & roof. Enjoy this lovely spot, with hiking trails to a fire pit for star-gazing. Peaceful location on quiet country road near York Lake(5min), Sandisfield State Forest (13 min), Riiska Brook Orchards(3min) for apple & blueberry picking. Inn on the Green and Gedney Farm(8 min),New Marlborough Reserve for hiking (7min,),Southfield Store for Coffee,Breakfast or Lunch (10 min) Butternut Ski Area (20 min) are just down the road. Escape to this terrific property!

Built by Thomas Colt in 1865, 42 Wendell Avenue is a striking Italian Villa style property with a rich place in Pittsfield's history. Once owned by Simon England Sr., who deeded it in memory of his wife, the building later became the Women's Club of Pittsfield and most recently served as the Whitney Center for the Arts. The arched entrance opens to more than 7,700 square feet across 15 rooms. Soaring ceilings, inlaid hardwood floors, ornate fireplaces, carved wood mantels, and substantial original woodwork lend character throughout. Tall windows bring natural light into the rooms, and a sunroom offers a bright space overlooking the grounds. The property's scale and layout invite a range of possibilities. Rooms on both floors could accommodate professional offices or studios, while the

Discover a rare North Adams Multifamily homestead! Built in 1890 and set on 4.06 acres, this character-filled Farmhouse offers 5 bedrooms and flexible living spaces, currently enjoyed as one home while retaining its two-family configuration. Spread out, welcome extended family, or create private guest space. Step outside to nearly 2 cleared acres with level pasture, electric service, a fenced garden with 6 raised beds, 10'x20' greenhouse, fruit trees and Concord grapes. Enjoy multiple covered porches plus a detached 2-car garage with unfinished loft and workshop or studio potential. Set back from Route 8 yet walkable to downtown and MASS MoCA, with a public park just across the way. Garden, gather, create and explore--bring your vision and make this unique property your own!

Discover this Gorgeous home, constructed in 2007, presenting modern interior details and a Beautiful log exterior. This attractive property offers a unique opportunity for a primary residence or a getaway retreat.. The kitchen is thoughtfully designed with an abundance of fine cabinetry providing both functionality and a central gathering space for culinary endeavors. Open to the kitchen you will find an inviting Dining area and Family Room with impressive high wood ceilings. A first floor bedroom, full bath and a possible additional bedroom or den complete the first level. As you make your way to the second level you will find a comfortable loft area, an additional bedroom and a full bath. The property's exterior showcases a log architectural style, harmonizing with its natural surround.

Welcome to 367 Notch Rd in North Adams! This beautiful 3-bedroom, 1.5-bath ranch home offers the perfect blend of comfort and style. Step inside to discover an inviting open-concept layout, highlighted by a stunning cathedral ceiling and an expanse of windows in the living room that floods the space with natural light. The thoughtful design creates a welcoming and airy atmosphere, ideal for both everyday living and entertaining. Nestled away from the bustle, this home provides a peaceful retreat while remaining just a short drive to downtown North Adams amenities and close to downtown Williamstown, MA. Don't miss this opportunity to own a move-in-ready home in a desirable North Adams location!

Welcome home to this peaceful & serene 3 bed, 2.5 bath contemporary offering an open floor plan, main-level primary suite, & a private trail leading to the wild streambed of Glendale Brook! The main level features a spacious living rm & dining area w/ propane stove & sliders to a sunny deck, a kitchen w/ pantry closet, half bath w/ laundry, a first-floor office, & a primary bedroom w/ ensuite bath featuring a jetted tub & shower. The lower level provides flexible living w/ a 2nd office, bonus room, 2 beds w/ forest-facing windows, a shared recreation area, kitchenette, full bath & a built-in sauna! An exterior door opens to private trail along Glendale Brook, leading to a natural dipping pool. Additional features include 2 separate meditation rooms w/ own entrances, & a newly replaced furn

Tucked into the woods of Sherwood Greens and just a short walk to Long Bow Lake's private beach, this home is the kind of Berkshire retreat you have been looking for. Set on 2.35 acres with privacy on both sides, it offers the peaceful, tucked-away feeling of a cabin in the woods while remaining just minutes from Lee and the Berkshires' renowned cultural attractions, including Jacob's Pillow, Tanglewood, and the area's vibrant restaurants, shops, and hiking trails. One of the community's greatest attractions is Long Bow Lake itself, a quiet non-motorized lake enjoyed by kayakers, canoeists, paddleboarders, and those seeking a more peaceful pace. Inside, cathedral ceilings, warm pine walls, and a wood stove create an inviting atmosphere that feels instantly welcoming.

Fully furnished home located at the end of a quiet dead-end street, just a short walk to Cranberry Pond and all that Wildwood has to offer. Enjoy fishing, swimming at private beaches, and non-motorized boating. This well-loved home features seasonal winter water views from the living room, deck, and screened-in porch. Explore Wildwood's 740 acres of recreation, including lakes and ponds, tennis courts, a clubhouse, camping area, and scenic walking trails. Just minutes from the dock and beach, this property is ideal as a weekend retreat or full-time residence. Conveniently located just 2½ hours from New York City, it's the perfect place to relax, enjoy nature, and create lasting memories.

Former Church Offers So Many Opportunities. What might be your dream or requirements? This 1889 Church located in the quiet country village of North Pownal, Vermont, could fill them, however big or small. A single family home for all seasons and celebrations? A wedding venue? A place to live and work, rolled into one with plenty of space no matter what you do, from sculpting to computer imaging? This amazing building has so many possibilities. With the exterior restoration just completed and some very attractive new interior spaces for living including the fully equipped kitchen, delightful bedroom, walk-in closet, and three quarter bath, and second floor bedroom suite, one can move right in while you imagine how you might like to change the other very large spaces on both floors

Beautiful Amish 2021 built log sided home for the ultimate weekend getaway set on a private 3/4 acre lot. Move in ready - all interior & exterior furniture to remain. Beautiful outdoor living space with a masonry fireplace under a timber framed pavilion. Very energy efficient cabin, cool in the summer, cozy in the winter. Energy features include solar panels on the roof, mini splits for heat & AC, charging station for EV, ceiling fans plus a wood stove in the living area. For feature list please refer to supplement or documents tab.

Contemporary two-bedroom home privately situated on just over two wooded acres with a spacious lawn. The main level features an open-concept kitchen and living area with cathedral ceilings, two bedrooms, a full bath, and an open loft ideal for a home office or additional living space. The finished lower level offers a flexible living area that could serve as a guest room or bedroom, a full bath, and a kitchenette with sink that also functions as a convenient mudroom. Electric heat, a wood stove for supplemental warmth, and a mini-split providing heat and A/C on the main level ensure year-round comfort. Additional features include new exterior decks, 200-amp electrical service, ample basement storage, and an automatic generator.

Enjoy the beauty of the Berkshires in your own country home on a dead end road. Thirty acres of privacy with possible views to the east. Roof was done in 2011 and foundation was redone in 1991. This nearly 100 yr old home has been loved for many years by one family. The 31' x 50' great room with large stone fireplace has seen generations come and go playing games and warming by the crackling fire. The oil furnace is not working, but the original duct work is in place for a new unit to be installed. This home will be sold as is, where is. Most contents will remain. There is a drilled well. Septic failed inspection. New electric breaker panel. Chimney was repointed. With some love and care, this colonial will become a delightful home for years to come!

LOCATION, LAYOUT & LAKESIDE LIVING! Fresh, clean and spacious, this 4-bedroom, 2-full-bath home offers a flexible layout with multiple living zones, including a living room and family room with plenty of space to gather and entertain. Enjoy an updated kitchen, screened room, beautiful deck and flat backyard, all just steps from the water in a desirable lakeside community. Fresh paint throughout, a brand-new roof with transferable warranty, natural gas heat, city water and sewer add even more value. The oversized 2-car garage and incredible mudroom/drop zone provide the perfect entry for bikes, lake gear, sports equipment and everything that comes with an active lifestyle. Located in a highly desirable school district.

Discover the timeless appeal of this beautifully renovated mid-century modern split-level home, thoughtfully designed across four spacious levels. Offering two bedrooms and two full bathrooms, this unique property features flexible living space with the potential for a third bedroom, home office, family room or hobby space to suit your needs. The stunning living room showcases soaring vaulted ceilings, hardwood floors, expansive windows and a french door leading to the deck, creating an open and inviting atmosphere. Situated on two scenic acres with breathtaking mountain views, this property offers the perfect blend of privacy and tranquility. Recent and extensive renovations provide a stylish move-in ready

Immaculate 3-bedroom ranch with additional 750 square feet of finished living space in lower level. Move in condition, cathedral ceiling in living room and 2 full baths, Prmary with ensuite. Set way back off Park Street North on 0.62 level acres. 8+ acres owned by Land Conservation in your back yard adds peace and privacy.

DON'T JUDGE A BOOK BY IT'S COVER! This is a must see. Beautifully renovated from 2020-2025, this 3-bedroom, 2-bath Ashmere Lake cottage offers an ideal blend of modern updates and timeless lake-house appeal. The open living, kitchen, and dining layout provides bright, flexible space, complemented by an enclosed front porch for additional seasonal enjoyment. Located just a short walk to the private association beach, this property also features an indoor wood stove and an inviting outdoor firepit area, making it a perfect year-round or seasonal getaway.